data_VWW # _chem_comp.id VWW _chem_comp.name "L-gamma-glutamyl-S-benzyl-N-[(S)-carboxy(phenyl)methyl]-L-cysteinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-05 _chem_comp.pdbx_modified_date 2011-07-13 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 473.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VWW _chem_comp.pdbx_model_coordinates_details "not provided" _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 10GS _chem_comp.pdbx_subcomponent_list "GGL BCS PG9" _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal VWW N N1 N 0 1 N N N 15.088 10.798 23.547 5.030 3.360 -0.654 N GGL 1 VWW CA C1 C 0 1 N N S 15.010 9.987 24.792 3.852 4.147 -0.266 CA GGL 2 VWW C C2 C 0 1 N N N 16.115 8.924 24.830 4.213 5.060 0.877 C GGL 3 VWW O O1 O 0 1 N N N 16.520 8.515 25.940 5.183 4.823 1.557 O GGL 4 VWW CB C3 C 0 1 N N N 13.635 9.327 24.908 2.729 3.203 0.170 CB GGL 5 VWW CG C4 C 0 1 N N N 13.394 8.708 26.271 2.278 2.361 -1.025 CG GGL 6 VWW CD C5 C 0 1 N N N 12.045 8.046 26.402 1.172 1.432 -0.596 CD GGL 7 VWW OE1 O2 O 0 1 N N N 11.293 7.936 25.435 0.783 1.442 0.553 OE1 GGL 8 VWW OXT O4 O 0 1 N Y N 16.578 8.524 23.744 3.456 6.137 1.141 OXT GGL 9 VWW N1 N2 N 0 1 N N N 11.726 7.642 27.628 0.615 0.590 -1.489 N BCS 10 VWW CA1 C6 C 0 1 N N R 10.472 6.967 27.934 -0.460 -0.314 -1.071 CA BCS 11 VWW CB1 C7 C 0 1 N N N 10.726 5.484 28.206 0.050 -1.236 0.038 CB BCS 12 VWW SG S1 S 0 1 N N N 11.291 4.524 26.810 1.451 -2.208 -0.581 SG BCS 13 VWW CD1 C8 C 0 1 N N N 9.729 3.804 26.262 1.909 -3.221 0.852 CD BCS 14 VWW CE C9 C 0 1 Y N N 8.930 3.171 27.370 3.079 -4.100 0.493 CE BCS 15 VWW CZ1 C10 C 0 1 Y N N 7.640 3.614 27.650 4.370 -3.648 0.692 CZ1 BCS 16 VWW CZ2 C11 C 0 1 Y N N 9.464 2.135 28.133 2.862 -5.361 -0.031 CZ2 BCS 17 VWW CT1 C12 C 0 1 Y N N 6.893 3.037 28.673 5.444 -4.454 0.362 CT1 BCS 18 VWW CT2 C13 C 0 1 Y N N 8.723 1.550 29.161 3.935 -6.167 -0.361 CT2 BCS 19 VWW CH C14 C 0 1 Y N N 7.437 2.001 29.430 5.226 -5.713 -0.167 CH BCS 20 VWW C1 C15 C 0 1 N N N 9.834 7.550 29.180 -1.624 0.494 -0.557 C BCS 21 VWW O1 O5 O 0 1 N N N 10.522 8.023 30.084 -1.455 1.640 -0.198 O BCS 22 VWW N2 N3 N 0 1 N N N 8.512 7.468 29.229 -2.852 -0.057 -0.497 N PG9 23 VWW CA2 C16 C 0 1 N N R 7.740 7.933 30.366 -3.984 0.728 0.003 CA PG9 24 VWW CB2 C17 C 0 1 Y N N 6.555 7.062 30.633 -5.039 -0.201 0.545 CB PG9 25 VWW CG1 C18 C 0 1 Y N N 5.330 7.315 30.027 -5.718 0.126 1.704 CG1 PG9 26 VWW CD11 C19 C 0 0 Y N N 4.250 6.459 30.220 -6.687 -0.726 2.202 CD1 PG9 27 VWW CE1 C20 C 0 1 Y N N 4.392 5.339 31.027 -6.976 -1.905 1.541 CE PG9 28 VWW CD2 C21 C 0 1 Y N N 5.611 5.081 31.640 -6.297 -2.232 0.381 CD2 PG9 29 VWW CG2 C22 C 0 1 Y N N 6.683 5.941 31.441 -5.332 -1.378 -0.119 CG2 PG9 30 VWW C2 C23 C 0 1 N N N 7.452 9.433 30.354 -4.564 1.545 -1.122 C PG9 31 VWW O2 O7 O 0 1 N N N 7.116 9.957 31.433 -4.082 1.478 -2.228 O PG9 32 VWW OXT1 O8 O 0 0 N Y N 7.569 10.068 29.284 -5.616 2.347 -0.896 OXT PG9 33 VWW H H1 H 0 1 N N N 14.358 11.482 23.548 5.360 2.799 0.117 H GGL 34 VWW H2 H2 H 0 1 N Y N 15.975 11.258 23.504 4.832 2.786 -1.460 H2 GGL 35 VWW HA H3 H 0 1 N N N 15.157 10.661 25.649 3.517 4.742 -1.115 HA GGL 36 VWW HB2 H4 H 0 1 N N N 12.866 10.094 24.735 3.093 2.546 0.960 HB2 GGL 37 VWW HB3 H5 H 0 1 N N N 13.566 8.533 24.149 1.888 3.787 0.542 HB3 GGL 38 VWW HG2 H6 H 0 1 N N N 14.168 7.945 26.442 1.914 3.018 -1.816 HG2 GGL 39 VWW HG3 H7 H 0 1 N N N 13.459 9.506 27.026 3.120 1.777 -1.397 HG3 GGL 40 VWW HXT H9 H 0 1 N Y N 17.261 7.884 23.907 3.727 6.693 1.884 HXT GGL 41 VWW H1 H10 H 0 1 N N N 12.374 7.809 28.371 0.926 0.582 -2.408 H BCS 42 VWW HA1 H12 H 0 1 N N N 9.807 7.101 27.068 -0.782 -0.913 -1.923 HA BCS 43 VWW HB21 H13 H 0 0 N N N 11.500 5.420 28.985 0.372 -0.636 0.889 HB2 BCS 44 VWW HB31 H14 H 0 0 N N N 9.777 5.044 28.546 -0.750 -1.908 0.348 HB3 BCS 45 VWW HD2 H15 H 0 1 N N N 9.121 4.606 25.819 2.184 -2.572 1.684 HD2 BCS 46 VWW HD3 H16 H 0 1 N N N 9.955 3.026 25.517 1.063 -3.844 1.142 HD3 BCS 47 VWW HZ1 H17 H 0 1 N N N 7.213 4.416 27.066 4.540 -2.664 1.105 HZ1 BCS 48 VWW HZ2 H18 H 0 1 N N N 10.463 1.780 27.927 1.853 -5.716 -0.182 HZ2 BCS 49 VWW HT1 H19 H 0 1 N N N 5.894 3.391 28.880 6.452 -4.100 0.516 HT1 BCS 50 VWW HT2 H20 H 0 1 N N N 9.149 0.748 29.746 3.765 -7.152 -0.769 HT2 BCS 51 VWW HH H21 H 0 1 N N N 6.860 1.550 30.224 6.065 -6.342 -0.425 HH BCS 52 VWW H3 H23 H 0 1 N N N 8.027 7.069 28.451 -2.987 -0.974 -0.784 H PG9 53 VWW HA2 H25 H 0 1 N N N 8.387 7.820 31.248 -3.642 1.393 0.796 HA PG9 54 VWW HG1 H26 H 0 1 N N N 5.215 8.186 29.399 -5.492 1.047 2.221 HG1 PG9 55 VWW HD1 H27 H 0 1 N N N 3.303 6.666 29.743 -7.217 -0.471 3.108 HD1 PG9 56 VWW HE H28 H 0 1 N N N 3.557 4.670 31.178 -7.732 -2.571 1.930 HE PG9 57 VWW HD21 H29 H 0 0 N N N 5.725 4.212 32.271 -6.523 -3.153 -0.135 HD2 PG9 58 VWW HG21 H30 H 0 0 N N N 7.628 5.735 31.921 -4.805 -1.631 -1.026 HG2 PG9 59 VWW HXT1 H31 H 0 0 N Y N 7.364 10.983 29.435 -5.954 2.851 -1.649 HXT PG9 60 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal VWW N CA SING N N 1 VWW N H SING N N 2 VWW N H2 SING N N 3 VWW CA C SING N N 4 VWW CA CB SING N N 5 VWW CA HA SING N N 6 VWW C O DOUB N N 7 VWW C OXT SING N N 8 VWW CB CG SING N N 9 VWW CB HB2 SING N N 10 VWW CB HB3 SING N N 11 VWW CG CD SING N N 12 VWW CG HG2 SING N N 13 VWW CG HG3 SING N N 14 VWW CD OE1 DOUB N N 15 VWW OXT HXT SING N N 16 VWW N1 CA1 SING N N 17 VWW N1 H1 SING N N 18 VWW CA1 CB1 SING N N 19 VWW CA1 C1 SING N N 20 VWW CA1 HA1 SING N N 21 VWW CB1 SG SING N N 22 VWW CB1 HB21 SING N N 23 VWW CB1 HB31 SING N N 24 VWW SG CD1 SING N N 25 VWW CD1 CE SING N N 26 VWW CD1 HD2 SING N N 27 VWW CD1 HD3 SING N N 28 VWW CE CZ1 DOUB Y N 29 VWW CE CZ2 SING Y N 30 VWW CZ1 CT1 SING Y N 31 VWW CZ1 HZ1 SING N N 32 VWW CZ2 CT2 DOUB Y N 33 VWW CZ2 HZ2 SING N N 34 VWW CT1 CH DOUB Y N 35 VWW CT1 HT1 SING N N 36 VWW CT2 CH SING Y N 37 VWW CT2 HT2 SING N N 38 VWW CH HH SING N N 39 VWW C1 O1 DOUB N N 40 VWW N2 CA2 SING N N 41 VWW N2 H3 SING N N 42 VWW CA2 CB2 SING N N 43 VWW CA2 C2 SING N N 44 VWW CA2 HA2 SING N N 45 VWW CB2 CG1 SING Y N 46 VWW CB2 CG2 DOUB Y N 47 VWW CG1 CD11 DOUB Y N 48 VWW CG1 HG1 SING N N 49 VWW CD11 CE1 SING Y N 50 VWW CD11 HD1 SING N N 51 VWW CE1 CD2 DOUB Y N 52 VWW CE1 HE SING N N 53 VWW CD2 CG2 SING Y N 54 VWW CD2 HD21 SING N N 55 VWW CG2 HG21 SING N N 56 VWW C2 O2 DOUB N N 57 VWW C2 OXT1 SING N N 58 VWW OXT1 HXT1 SING N N 59 VWW CD N1 SING N N 60 VWW C1 N2 SING N N 61 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor VWW SMILES ACDLabs 12.01 "O=C(O)C(N)CCC(=O)NC(C(=O)NC(c1ccccc1)C(=O)O)CSCc2ccccc2" VWW SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCC(=O)N[C@@H](CSCc1ccccc1)C(=O)N[C@@H](C(O)=O)c2ccccc2)C(O)=O" VWW SMILES CACTVS 3.370 "N[CH](CCC(=O)N[CH](CSCc1ccccc1)C(=O)N[CH](C(O)=O)c2ccccc2)C(O)=O" VWW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CSC[C@@H](C(=O)N[C@H](c2ccccc2)C(=O)O)NC(=O)CC[C@@H](C(=O)O)N" VWW SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CSCC(C(=O)NC(c2ccccc2)C(=O)O)NC(=O)CCC(C(=O)O)N" VWW InChI InChI 1.03 "InChI=1S/C23H27N3O6S/c24-17(22(29)30)11-12-19(27)25-18(14-33-13-15-7-3-1-4-8-15)21(28)26-20(23(31)32)16-9-5-2-6-10-16/h1-10,17-18,20H,11-14,24H2,(H,25,27)(H,26,28)(H,29,30)(H,31,32)/t17-,18-,20+/m0/s1" VWW InChIKey InChI 1.03 ZPSKWMFLCHMEOY-CMKODMSKSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier VWW "SYSTEMATIC NAME" ACDLabs 12.01 "L-gamma-glutamyl-S-benzyl-N-[(R)-carboxy(phenyl)methyl]-L-cysteinamide" VWW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-azanyl-5-[[(2R)-3-benzylsulfanyl-1-[[(1R)-2-hydroxy-2-oxo-1-phenyl-ethyl]amino]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VWW "Create component" 2009-02-05 RCSB VWW "Modify subcomponent list" 2011-02-15 RCSB VWW "Modify aromatic_flag" 2011-06-04 RCSB VWW "Modify descriptor" 2011-06-04 RCSB #